Caribbean

$113+ Cheap flights from Jacksonville (JAX) to Caribbean

This is the cheapest one-way flight price found by a Cheapflights user in the last 72 hours by searching for a flight departing on 8/29. Fares are subject to change and may not be available on all flights or dates of travel.
JAX — SJU
ago. 19 — ago. 261
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Cheap flight deals from Jacksonville to Caribbean

Keep the following information in mind while searching for Jacksonville to Caribbean flight deals. Data was last updated agosto 14, 2025.

Round-trip from

$237
(American Airlines)

One-way from

$113
(Mytrip)

Popular in

October

Cheapest in

August

Average price

$249

Good round-trip deal

$210 or less

Good one-way deal

$121 or less
From Jacksonville to Caribbean
One-way flight from Jacksonville to Caribbean
Highest demand for flights based on searches. 11% potential increase in price ($39 potential increase over avg. RT price).
Cheapest flight prices on average. 2% potential price decrease ($7 potential savings vs. average RT price).
Average for round-trip flights in August 2025
Price to beat on a round-trip flight from Jacksonville to Caribbean.
Price to beat on a one-way flight from Jacksonville to Caribbean.

Find flight deals from Jacksonville to Caribbean

Cheapest flights from Jacksonville to Caribbean
Explore the most affordable flight options available from Jacksonville to Caribbean. Find the lowest fares from popular airlines and budget airlines, with prices last updated on agosto 14, 2025.

This Delta deal was found by Cheapflights users on 8/12. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
dom. 9/215:20 amJAX - SJU
1 stop6h 28mDelta
mié. 9/245:41 pmSJU - JAX
1 stop6h 14mDelta
Deal found 8/12$237
This Frontier deal was found by Cheapflights users on 8/13. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Frontier is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
sáb. 8/1612:45 pmJAX - SJU
1 stop11h 14mFrontier
dom. 8/177:00 amSJU - JAX
Nonstop3h 20mFrontier
Deal found 8/13$247
This Cheapflightsfares deal was found by Cheapflights users on 8/12. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Cheapflightsfares is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
jue. 12/49:45 amJAX - SJU
Nonstop3h 02mFrontier
dom. 12/76:15 amSJU - JAX
Nonstop3h 35mFrontier
Deal found 8/12$254
This American Airlines deal was found by Cheapflights users on 8/13. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
jue. 10/3012:54 pmJAX - SJU
1 stop9h 16mAmerican Airlines
jue. 11/62:41 pmSJU - JAX
1 stop10h 18mAmerican Airlines
Deal found 8/13$259
This American Airlines deal was found by Cheapflights users on 8/12. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
dom. 9/78:05 pmJAX - SJU
1 stop18h 10mAmerican Airlines
sáb. 9/133:55 pmSJU - JAX
2 stops17h 15mAmerican Airlines
Deal found 8/12$262
This Priceline deal was found by Cheapflights users on 8/12. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Priceline is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
jue. 11/134:01 pmJAX - SJU
1 stop7h 05mFrontier
dom. 11/161:11 amSJU - JAX
1 stop14h 55mFrontier
Deal found 8/12$278
This Southwest deal was found by Cheapflights users on 8/11. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
mié. 9/1710:55 amJAX - SJU
2 stops11h 35mSouthwest
mié. 9/248:00 amSJU - JAX
2 stops10h 15mSouthwest
Deal found 8/11$281
This American Airlines deal was found by Cheapflights users on 8/14. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
vie. 10/247:38 pmJAX - SJU
1 stop15h 28mAmerican Airlines
lun. 11/35:59 pmSJU - JAX
1 stop17h 25mAmerican Airlines
Deal found 8/14$284
This Priceline deal was found by Cheapflights users on 8/13. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Priceline is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
vie. 10/249:39 pmJAX - SJU
1 stop14h 37mFrontier
dom. 10/261:59 amSJU - JAX
1 stop18h 48mFrontier
Deal found 8/13$286
This Mytrip deal was found by Cheapflights users on 8/13. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Mytrip is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
dom. 9/712:38 pmJAX - SJU
1 stop25h 33mFrontier
jue. 9/1112:28 amSJU - JAX
1 stop14h 53mFrontier
Deal found 8/13$290
This American Airlines deal was found by Cheapflights users on 8/14. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
dom. 9/216:34 pmJAX - SJU
2 stops16h 37mAmerican Airlines
mar. 9/303:55 pmSJU - JAX
1 stop7h 19mAmerican Airlines
Deal found 8/14$292
This Delta deal was found by Cheapflights users on 8/13. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
dom. 9/75:20 amJAX - MBJ
1 stop11h 18mDelta
vie. 9/122:35 pmMBJ - JAX
1 stop8h 20mDelta
Deal found 8/13$361

Cheapflights Fare Finder

 
Customize your flight search to find flights from Jacksonville to Caribbean that fit within your specific budget. Explore options based on user searches and filter the results based on your desired price range. Find flights that match your budget for a cost-effective journey. Over the last 7 days, Cheapflights users made 2,558,603 searches. Data last updated agosto 14, 2025.
Use the filters below to find and compare flights from Jacksonville to Caribbean that are best for you.

Fly from

Jacksonville

Fly to

Caribbean

Route

Depart

Return

Price

JacksonvilleSan Juan

JAX - SJU

JAXSJU

Jacksonville

dom. 9/21

8:05 pm-2:15 pm

1 stop18h 10m

San Juan Luis Munoz Marin Intl

mié. 9/24

3:55 pm-9:10 am

2 stops17h 15m

$237

JacksonvilleSan Juan

JAX - SJU

JAXSJU

Jacksonville

lun. 9/22

5:20 am-1:16 pm

1 stop7h 56m

San Juan Luis Munoz Marin Intl

mié. 9/24

5:41 pm-11:55 pm

1 stop6h 14m

$237

JacksonvilleSan Juan

JAX - SJU

JAXSJU

Jacksonville

vie. 9/26

10:02 am-11:37 pm

1 stop13h 35m

San Juan Luis Munoz Marin Intl

mié. 10/1

3:55 pm-9:10 am

2 stops17h 15m

$237

JacksonvilleSan Juan

JAX - SJU

JAXSJU

Jacksonville

dom. 9/21

5:20 am-11:48 am

1 stop6h 28m

San Juan Luis Munoz Marin Intl

mié. 9/24

5:41 pm-11:55 pm

1 stop6h 14m

$237

JacksonvilleSan Juan

JAX - SJU

JAXSJU

Jacksonville

lun. 9/22

3:06 pm-11:37 pm

2 stops8h 31m

San Juan Luis Munoz Marin Intl

mié. 9/24

3:55 pm-9:10 am

2 stops17h 15m

$237

JacksonvilleSan Juan

JAX - SJU

JAXSJU

Jacksonville

lun. 9/29

7:22 pm-11:11 am

1 stop15h 49m

San Juan Luis Munoz Marin Intl

mié. 10/1

3:55 pm-9:10 am

2 stops17h 15m

$237

JacksonvilleSan Juan

JAX - SJU

JAXSJU

Jacksonville

lun. 11/3

7:57 pm-12:05 pm

1 stop15h 08m

San Juan Luis Munoz Marin Intl

vie. 11/7

5:59 pm-10:59 pm

1 stop6h 00m

$237

JacksonvilleSan Juan

JAX - SJU

JAXSJU

Jacksonville

jue. 9/25

8:05 pm-2:15 pm

1 stop18h 10m

San Juan Luis Munoz Marin Intl

mié. 10/15

4:45 pm-10:57 pm

1 stop6h 12m

$237

JacksonvilleMontego Bay

JAX - MBJ

JAXMBJ

Jacksonville

dom. 9/7

5:20 am-3:38 pm

1 stop11h 18m

Montego Bay Sangster Intl

vie. 9/12

2:35 pm-11:55 pm

1 stop8h 20m

$361

JacksonvilleMontego Bay

JAX - MBJ

JAXMBJ

Jacksonville

dom. 9/14

8:44 am-3:09 pm

1 stop7h 25m

Montego Bay Sangster Intl

mié. 9/17

2:38 pm-11:14 pm

1 stop7h 36m

$361

Flights are sorted by cheapest round-trip flights first.

Deals found on 8/13

Showing 1-10 of 60 results
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Best time to book a flight from Jacksonville to Caribbean

Have a flexible travel schedule? Discover the best time to fly to Caribbean from Jacksonville with our price prediction graph.
Estimated round-trip price
Rates are based on past data. Find the cheapest month and day to book your flight based on your travel requirements, then search for cheap deals.

Cheapflights Insights

Everything you need to know about your flight from Jacksonville to Caribbean

What is the cheapest month to book a flight from Jacksonville to Caribbean?

Currently, September is the cheapest month in which you can book a flight from Jacksonville to Caribbean (average of $254). Flying from Jacksonville to Caribbean in June is currently the most expensive (average of $339). There are several factors that can impact the price of a flight, so comparing airlines, departure airports and flight times can provide users with more options.

What is the cheapest time of day to fly from JAX to CB?

Find hourly flight availability from Jacksonville to Caribbean. Discover flight options and departure times throughout the day, allowing you to choose a departure time that suits your schedule. Data last updated agosto 14, 2025.

Regardless of the time of day you decide to fly, the ticket price will remain around the same. Book flights from Jacksonville to Caribbean as you normally would.

Reviews of airlines servicing Caribbean

Get insights into the airlines that provide service to Caribbean. Read reviews, discover amenities, and learn about the overall travel experience offered by airlines. Use this information to make informed decisions when choosing an airline for your flight to Caribbean. Reviews last updated agosto 14, 2025.
Get a feel of what it's like to fly with Southwest, Delta, and American Airlines from Jacksonville to Caribbean by reading reviews from past customers. Users have also rated airlines in terms of entertainment options, comfort, food, crew/service, and boarding process.

Boarding

8.1

Entertainment

7.5

Overall

8.0

Comfort

8.0

Food

7.0

Crew

8.6

Reviews

1 / 20
8.0
Excellent

Walter,Aug 2025

OAK - SAN

Dozens of flights and I've never seen a row's beverages forgotten. I even went back and asked the attendant to check on them and nothing. I really hope it didn't have something to do with the Black mother with her kid in the row. Otherwise it was a typical Southwest flight, rapid boarding, tolerable leg room.

Boarding

8.1

Entertainment

7.5

Overall

8.0

Comfort

8.0

Food

7.0

Crew

8.6

Reviews

1 / 20
8.0
Excellent

Walter,Aug 2025

OAK - SAN

Dozens of flights and I've never seen a row's beverages forgotten. I even went back and asked the attendant to check on them and nothing. I really hope it didn't have something to do with the Black mother with her kid in the row. Otherwise it was a typical Southwest flight, rapid boarding, tolerable leg room.
8.0
Very good

Boarding

8.1

Entertainment

7.5

Overall

8.0

Comfort

8.0

Food

7.0

Crew

8.6

Reviews

1 / 20
8.0
Excellent

Walter,Aug 2025

OAK - SAN

Dozens of flights and I've never seen a row's beverages forgotten. I even went back and asked the attendant to check on them and nothing. I really hope it didn't have something to do with the Black mother with her kid in the row. Otherwise it was a typical Southwest flight, rapid boarding, tolerable leg room.

Boarding

8.1

Entertainment

7.5

Overall

8.0

Comfort

8.0

Food

7.0

Crew

8.6

Reviews

1 / 20
8.0
Excellent

Walter,Aug 2025

OAK - SAN

Dozens of flights and I've never seen a row's beverages forgotten. I even went back and asked the attendant to check on them and nothing. I really hope it didn't have something to do with the Black mother with her kid in the row. Otherwise it was a typical Southwest flight, rapid boarding, tolerable leg room.

Boarding

8.1

Entertainment

7.5

Overall

8.0

Comfort

8.0

Food

7.0

Crew

8.6

Reviews

1 / 20
8.0
Excellent

Walter,Aug 2025

OAK - SAN

Dozens of flights and I've never seen a row's beverages forgotten. I even went back and asked the attendant to check on them and nothing. I really hope it didn't have something to do with the Black mother with her kid in the row. Otherwise it was a typical Southwest flight, rapid boarding, tolerable leg room.

Boarding

8.1

Entertainment

7.5

Overall

8.0

Comfort

8.0

Food

7.0

Crew

8.6

Reviews

1 / 20
8.0
Excellent

Walter,Aug 2025

OAK - SAN

Dozens of flights and I've never seen a row's beverages forgotten. I even went back and asked the attendant to check on them and nothing. I really hope it didn't have something to do with the Black mother with her kid in the row. Otherwise it was a typical Southwest flight, rapid boarding, tolerable leg room.

Related info for your journey

Find useful and relevant information for your journey from Jacksonville to Caribbean. Access travel guides, tips, and recommendations to enhance your travel experience. Get information about local attractions, weather, transportation options, and more.
  • What airport do you fly from for flights from Jacksonville to Caribbean?

    Jacksonville (JAX) is the airport you will fly out of if you book a flight from Jacksonville to Caribbean. It is only a 11.2 mi journey to Jacksonville (JAX) from Jacksonville’s city center.

  • What are the cheapest airlines to fly from Jacksonville to Caribbean one-way?

    The cheapest airlines for a one-way flight from Jacksonville to Caribbean are Avelo Airlines ($113), Delta ($130), and American Airlines ($157).

  • What are the most popular routes from Jacksonville to Caribbean?

  • What are the cheapest flights from Jacksonville to Caribbean?

    While on average a flight from Jacksonville to Caribbean is generally $201, our data shows the cheapest flight currently is $88. When looking at the most popular route, (Jacksonville - San Juan Luis Munoz Marin Intl), you can expect to pay $237 for that flight.

  • Can I find deals for flights from Jacksonville to Caribbean that include hotel bookings?

    Yes. In addition to deals on Jacksonville to Caribbean flights, Cheapflights offers vacation packages that include both flights and hotel.

  • How can I find direct flights from Jacksonville to Caribbean?

    After entering your origin and destination, apply the non-stop filter on the search result page to find direct flights from Jacksonville to Caribbean.

  • Can I find deals for business class flights from Jacksonville to Caribbean?

    Yes. Cheapflights offers flight deals from Jacksonville to Caribbean by cabin class. In addition to browsing deals, you can also filter by cabin class on the search results page after making a search.

  • What is the cheapest month to book a flight from Jacksonville to Caribbean?

    Currently, September is the cheapest month in which you can book a flight from Jacksonville to Caribbean (average of $254). Flying from Jacksonville to Caribbean in June is currently the most expensive (average of $339). There are several factors that can impact the price of a flight, so comparing airlines, departure airports and flight times can provide users with more options.

See more FAQs

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Alternative routes for Jacksonville to Caribbean

See prices for flight routes from nearby airports that may be better suited for you.

Top 6 airlines flying from Jacksonville to Caribbean

Discover the top 6 airlines that operate flights from Jacksonville to Caribbean. Compare their services, reliability, and customer satisfaction ratings to choose the airline that best suits your travel preferences and needs. Over the last 7 days, Cheapflights users made 2,558,603 searches. Data last updated agosto 14, 2025.
AirlineCheapestAverageFlexibilityOn-time
FrontierCheapest$114Average$317FlexibilityNo cancel feeOn-time62%
DeltaCheapest$130Average$516FlexibilityNo cancel feeOn-timeN/A
JetBlueCheapest$236Average$321FlexibilityNo cancel feeOn-time62%
American AirlinesCheapest$257Average$557FlexibilityNo cancel feeOn-time71%
SouthwestCheapest$306Average$407FlexibilityNo cancel feeOn-time63%
United AirlinesCheapest$459Average$459FlexibilityNo cancel feeOn-time69%

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